Hi Robert:
We just upgraded to version 13.3.5561.17888, a custom build, and this problem persists. In fact I selected just three emails in the Junk Email folder, two from one sender, one from another, and SM put only one of the two senders' emails into the trusted senders list.
This is more than a minor issue for us because we sort of played up this feature prior to moving a domain with over 300 users to this server.
Scott
Scott Hendrickson
SOS4Net, Inc.
Centennial, CO. U.S.A.